Cyclopentylamine → HCID 58760954, compound

Participants

Reaction Steps

A solution of 2-(4-chloro-phenyl)-1-(2-fluoro-phenyl)-5-formyl-1H-imidazole-4-carboxylic acid ethyl ester I-5e-2 (1000 mg, 2.68 mmol), cyclopentylamine (251 mg, 2.95 mmol), NaBH(OAc)3 (796 mg, 3.76 mmol) in dichloroethane was stirred for 17 h at room temperature. The reaction was concentrated in vacuo and the residue was diluted with CHCl3. The organic solution was washed with sat'd aq. NaHCO3 and sat'd aq. NaCl, dried, and concentrated under vacuum. The crude residue was purified on SiO2-gel (Flash 40s) using a solvent gradient of 30% EtOAc/hexanes to 80% EtOAc/hexanes to give the desired product (I-5f) as a yellow oil (680 mg, 57%): +APCI MS (M+1) 442.2.

Provenance & Evidence